Darstellung und Eigenschaften von Nikotinamid-N1-β-ᴅ-gluco-pyranosylphosphat und Nikotinamidglucosid-Adenin-Dinucleotid

Abstract

L-(2[image], 3[image], 4[image]-O-triacetyl-l-[beta]-D-glucosopyranosyl) 3-carboxamido-pyridinium chloride was prepared from [alpha]-1-chlor-2,3,4-O-triacetyl-glucopyranose and nicotine amide. The free hydroxyl group in the 6-position of glucose was esterified with phosphoroxychloride. An isomerous product was formed by acyl wandering. The acetyl groups are acid saponified. By condensation with adenosine monophosphate a mixture of both nicotinamide glucoside-adenide-dinucleotide isomeres is obtained. The compounds notwithstanding a higher affinity for nucleophile agents because of their steric configuration are enzymatically inactive.